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Paper | Regular issue | Vol 78, No. 2, 2009, pp.449-456
Published online, 16th October, 2008
DOI: 10.3987/COM-08-11525
One-Pot Synthesis of 2-Imino-1,3-oxaselenolanes by Reaction of Isoselenocyanates with 2-Bromoethanol

Yosuke Toyoda, Dinesh R. Garud, and Mamoru Koketsu*

*Division of Instrumental Analysis, Life Science Research Center, Gifu University, 1-1 Yanagito, Gifu, Gifu 501-1193, Japan

Abstract

One-pot synthesis of 2-imino-1,3-oxaselenolanes has been achieved by reactions of isoselenocyanates with 2-bromoethanol in good to excellent yields. The structure of the 2-imino-1,3-oxaselenolanes was confirmed by spectroscopic and X-ray analysis. The thermal rearrangement of 2-imino-1,3-oxaselenolanes to 1,3-selenazolidin-2-one is observed for the first time.